There are 4 ways to get from Cuba to Chicago by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Abel Santamaría Airport to Chicago O'Hare International Airport
best- Fly from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD)SNU - ORD
7h 50m$204–919Fly Ignacio Agramonte International Airport to Chicago O'Hare International Airport
cheapest- Fly from Ignacio Agramonte International Airport (CMW) to Chicago O'Hare International Airport (ORD)CMW - ORD
11h 38m$97–424Fly José Martí International Airport to Chicago Midway International Airport
- Fly from José Martí International Airport (HAV) to Chicago Midway International Airport (MDW)HAV - MDW
8h 38m$238–1,117Fly José Martí International Airport to Chicago O'Hare International Airport
- Fly from José Martí International Airport (HAV) to Chicago O'Hare International Airport (ORD)HAV - ORD
8h 28m$178–817
Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Cuba to Chicago is to fly which costs $95 - $430 and takes 11h 38m.
The fastest way to get from Cuba to Chicago is to fly which takes 7h 50m and costs $200 - $950.
The distance between Cuba and Chicago is 1457 miles.
It takes approximately 7h 50m to get from Cuba to Chicago, including transfers.
Chicago is 1h behind Cuba. It is currently 12:31 PM in Cuba and 11:31 AM in Chicago.
There are 1232+ hotels available in Chicago.
What companies run services between Cuba and Chicago, IL, USA?
Air Canada, American Airlines, and two other airlines fly from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) twice daily.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 8h 47m
- When
- Every day
- Estimated price
- $190–900
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 6h 49m
- When
- Friday
- Estimated price
- $390–1,500
Flights from José Martí International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 20m
- When
- Every day
- Estimated price
- $180–850
Flights from Ignacio Agramonte International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 9h 2m
- When
- Every day
- Estimated price
- $95–420
- Website
- southwest.com
Flights from José Martí International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $230–1,100
Flights from José Martí International Airport to Chicago Midway International Airport via Cancun
- Ave. Duration
- 6h 25m
- When
- Saturday
- Estimated price
- $290–1,300
Flights from José Martí International Airport to Chicago Midway International Airport via Punta Cana
- Ave. Duration
- 9h 10m
- When
- Saturday
- Estimated price
- $430–1,800
Flights from José Martí International Airport to Chicago O'Hare International Airport via Tampa
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $170–800
- Website
- aircanada.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 7h 28m
- When
- Friday
- Estimated price
- $240–1,100
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 8h 30m
- When
- Saturday
- Estimated price
- $440–1,600
Flights from José Martí International Airport to Chicago O'Hare International Airport via Tampa
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $170–800
- Website
- united.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 8h 30m
- When
- Saturday
- Estimated price
- $440–1,600
Flights from José Martí International Airport to Chicago O'Hare International Airport via Tampa
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $170–800
Flights from Ignacio Agramonte International Airport to Chicago O'Hare International Airport via Cancun
- Ave. Duration
- 8h 32m
- When
- Wednesday
- Estimated price
- $110–500
- Website
- copaair.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Panama City
- Ave. Duration
- 13h 51m
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $370–1,500
Flights from José Martí International Airport to Chicago O'Hare International Airport via Tampa
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $170–800
- Website
- flyfrontier.com
Flights from José Martí International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 38m
- When
- Thursday, Saturday, and Sunday
- Estimated price
- $240–1,100
- Website
- spirit.com
Flights from José Martí International Airport to Chicago O'Hare International Airport via Cancun
- Ave. Duration
- 6h 33m
- When
- Saturday
- Estimated price
- $360–1,200
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